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A New Relationship
I again woke with a throbbing hard-on. I quickly called the front desk for breakfast and a quick session with Eva. While I waited, I decided to check my email. In the middle of boring work related emails, I found a returned message from Becky.
Sir
I am so horny! I’ve never been this wet before in my life! I’m having issues sleeping and working because I am so horny! If you would reconsider allowing me to cum, I would do anything you wish!
Luckily, the week is nearly over. When are you flying in? I want to meet you and take you into bathroom and fuck you! I won’t be able to wait for the ride home to have you inside me.
Please, reconsider allowing me to cum.
Please!
Becky
I laughed out loud at Becky’s pleads. There was no way I was going to allow her to cum while I was gone. She needed to learn to control her urges. I quickly responded to Becky’s email.
Slave
It is too bad that you are so horny. So am I! You are not to cum without me being there. Do not disobey my demands.
As for me flying in, I just received bad news. I am being sent to another meeting for another week. I will be flying from here directly to the next meeting. So, you will have to wait another week before you cum.
Remember to let your bush grow! I want to see a big hairy twat when I return home.
Don’t not disobey me!
Master James
I did not have another meeting to go to after I returned from vacation, but I had a plan. I was still working on my plan when Eva arrived. I had ordered another bowl of fruit for breakfast.
This morning Eva wore an outfit that covered almost nothing. Her upper torso was cover with leather straps that crisscrossed one another. Two of the straps formed a figure eight and perfectly framed her gorgeous tits. The straps stopped a couple inches above her shaved pussy mound. As I requested her legs were covered with a pair of black stay-up stockings.
I decided that I wanted a little something different this morning. Since my cock, balls and ass were slightly pink from a sun, I wanted Eva to help them heal. I made Eva kneel on her knees directly in front of my rigid cock. While I ate the fruit from the bowl she brought, Eva lathered my ass and hips with aloe. Then, using the aloe, she proceeded to give me incredible handjob. In no time, I was shooting my huge load all over Eva’s large tits.
After Eva left me, I threw on a pair of board shorts and headed out to the beach. This time I was beat to the beach by the girls. I made sure they were not looking in my direction while I made my way to a spot where I could watch them freely. Today, Ada had allowed Jade to at least wear a pair of tiny thong bottoms.
The rest of the week followed the same pattern of the previous days. I would wake from a night filled with erotic images of Ada, Jade, Becky and Eva. After ordering breakfast, Eva would come to my room and suck and fondle me until I covered her with cum.
My days were filled with lazily watching Jade and Ada as they sunned themselves topless on the beach. After baking in the sun for hours, I would meet Davis and Kat at the resort’s bar for pre-dinner drinks. After which we would dine together before making our way to one of the many seminars offered by the resort.
After the seminars, I would be left alone by Davis and Kat as they made their way back to their room. It was at this time I would venture over to Jade and Ada’s cabin to check on the girls. I would watch while Jade brought Ada to orgasm after orgasm by using her mouth, fingers or vibrator. I then would head for my room while Jade begged her mistress for her own orgasmic release. I fell asleep every night thinking about all the naked women I had seen throughout the day.
On my last day in paradise, I fucked Eva in the ass while I ate breakfast from a bowl resting on her back. Before I left the resort I stopped by the resort’s sex shop. I purchased numerous items that I had seen used in the seminars. I had half of the merchandise sent to my house and the other half sent to Becky’s condo. I made sure to attach a note to the items going to Becky’s that told her to not open the packages she received, or I will punish her.
I went to the airport looking for the girls. I knew they were flying out the same day and I didn’t want them to see me. My original plan was to come down and dominate both women. But I changed my mind and had enjoyed watching Jade service Ada. Now I hoped to return home without either woman knowing I was also in the Caribbean.
Luckily, I made it home without seeing the girls. The next morning I was at my desk first thing in the morning. I had a mountain of work from the week off. However, despite all the work to be done, my mind continued to drift. I was extremely horny.
After spending a week in paradise waking every morning to have my cock serviced by a gorgeous woman, I was conditioned. If I didn’t get off in the morning, I was in a bad mood the rest of the day.
At noon I decided to solve my problem. I dialed Ada at the number she had given me before going on vacation. She answered on the second ring. After a moment or two talking about her vacation, I got down to business.
As I spelled out to Ada what I wanted, my cock grew stiff in my pants. When I finished with my plan, Ada kicked in some ideas of her own. When our plans were completed, Ada said she would have Jade ready and at my door exactly at seven.
Just before I hung up with her, Ada asked when she would be able to dominate Becky. I told her I was working on it. I promised her that I would get back to her later in the week and hung up.
The rest of the day crawled by until it was quitting time. Just before I shut down my computer for the night I checked my email one final time. I again found an email from Becky. She pleaded to be allowed to cum. I responded with a quick message informing her that if she didn’t stop whining, I would not allow her to cum when I returned.
After arriving home, I showered, dressed in khaki pants, and a polo shirt. I poured myself two large glasses of Bourbon in an attempt to calm the hard-on I had in my pants. As the hour approached for Jade’s arrival, I arranged what I thought I would need for the night on my dresser.
I was draining my third Bourbon when there was a knock on my door. I saw it was just before seven o’clock. I put down my Bourbon glass and grabbed what I wanted off the kitchen table and headed for the front door.
I opened the door to find the beautiful blonde standing in the cool night. She had her ankle length trench coat closed all the way up to her neck. Her long blonde hair done up so that her elegant neck was exposed. Just as I had requested.
“You’re right on time. I like that. Now, get that coat off!”
Jade unbuttoned her coat and threw her coat inside my front door. She now stood on my front stoop wearing a red garter belt and a pair of matching sheer stockings.
Standing naked outside my house, Jade nervously looked around to make sure no one was near to see her. The excitement of the night to come and the cool air had caused her nipples to harden before my eyes.
“May I come in Sir?” Jade asked. I could see a little fear and uncertainty in her eyes.
“If I allow you to enter, what will you for me?” I asked.
“I will do anything you wish, Sir.”
“Good Slut. Put your hands behind your back and stand up straight,” I ordered. Jade did so without hesitation. With her in the position I wanted, I brought the heavy leather posture collar I had hidden behind my back up to her neck. I quickly put the collar around her thin neck and locked it into place with a small luggage lock. Next, I attached a stainless steel leash to the D ring located on the front of the collar.
“Down on all fours, Slut.” As I held the end of the leash, Jade did as she was instructed . Now she was on her hands and knees. Her ass and exposed pussy were facing the street. I stood in the door for a moment to let her think about her exposed pussy and asshole being out there for anyone who might be driving by to see. Finally, I gave her leash a tug and led her into my house.
I took a long time and led her around the house like a dog. When we returned to the living room, I instructed Jade to remain on all fours as I left her and headed into my bedroom.
I returned to the living room to find Jade kneeling just as I had left her. I kept what I had brought out from the bedroom behind my back so that the kneeling beauty couldn’t see. This wasn’t difficult since the posture collar prevented her from moving her head. She could see only as far as she could move her eyes.
When I was behind Jade, I dropped down to get a closer view. Her spread asshole winked at me as I ran a finger over her ass cheek and down her crack. I then dropped my eyes down to her glistening, swollen pussy lips. The powerful smell of her sex told me she was horny and ready.
I gave the item in my hand one last look and decided it was time to give it a try. The device I held was part of a product line called Pain Dildos. I purchased a couple of the dildos to try out on Becky. The device I held was a normal looking dildo. However, it was rather thin in diameter but very, very long. Mounted on the dildo was a square, flat piece of plastic. The flat plastic piece had a hole which the dildo passed through and could be used to adjust the length of the dildo. Once the dildo was set at the desired length, the flat piece of plastic could be locked into place.
I set the plastic plate at the deepest setting and pushed the thin dildo into Jade’s wet, hungry pussy. A moan escaped from Jade’s lips as I pushed the dildo deep into her wanting pussy. I kept pushing the dildo deeper until her moans of pleasure turned to moans of pain.
I gave Jade’s ass a hard swat and instructed her to remain still. I knew I had pushed the dildo so deep that the head was resting painfully against her cervix. With the dildo in place, I moved the plate so that it was resting against her swollen pussy lips then locked the plate into place. Then, I revealed the dildo’s finally surprise. Molded into the four corners of the plastic plate were four very angry looking alligator clamps.
I closed each of the four clamps on her pussy lips, effectively locking the dildo deep in her pussy. Jade was crying from the pain deep in her vagina and from the gator clips on her lips. As I grabbed her leash, I knew I couldn’t wait to try the dildo out on Becky.
Jade pleaded for me to remove the dildo as I made her crawl on all fours toward my bedroom. I told her to shut up. If she didn’t, I informed her that I had a much fatter dildo that I would shove up her ass.
Once we were in the bedroom, I led her onto my bed and quickly tied her spread eagle. With her lying on her back and the posture collar locked on her neck, Jade couldn’t help studying her body in the mirror that hung from the ceiling above my bed.
With her spread wide, I quickly stripped naked and climbed onto the bed above her head. “Jade, do you want me to remove the dildo from your pussy?”
“Yes Sir. It hurts so badly.”
“If I take the dildo out, I will have to add clamps to your body. Can you take that?”
“Yes Sir.”
“While I remove the dildo and apply the clamps, you are to lick and suck on my balls.” I then moved so I was straddling her face with my balls hanging above her waiting lips and my cock pointed down toward her tits.
As I felt the tip of her tongue hit the bottom of my scrotum, I reached down and started to undo the clamps that were holding the painful dildo inside the young beauty. She screamed out as each clamp was removed from her lips.
Just before I removed the final clamp, I lowered myself so that she could take both my balls into her mouth. She continued to suck and lick on my balls as I removed the long dildo from her pussy.
Before I reapplied clamps to her body, I took her swollen clit in between my thumb and index finger and started to rotate little nub back and forth. In no time she was bucking against her restraints and sucking so hard on my balls it was starting to hurt.
Just as I thought she was about to cum, I stopped stimulating her clit and placed very mean looking clamps on each of her nipples. Jade was bucking her hips, hoping to find something to stimulate herself on.
I decided it was time to let the young woman cum. I took another new device I had brought back from the Caribbean and inserted it into her soaking wet pussy. This dildo was short and thin. However, with a push of a button on a remote control the dildo would triple its diameter. A couple more pushes of the button on the remote and Jade’s pussy was stretched wider than ever before by the dildo.
With her still sucking on my balls, I took her clit in between my fingers again. It was less than a minute later when Jade screamed into my balls and exploded with a powerful orgasm. An instant later, I blew my load all over Jade’s young tits.
To be continued…………
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